Inhibitor of PP1 and PP2A
- Highly pure okadaic acid isolated from marine dinoflagellates
- Potent inhibitor of protein phosphatase 1 and protein phosphatase 2A
- Useful for the study of cellular processes regulated by phosphorylation
Okadaic acid is a naturally occuring polyether toxin produced by marine dinoflagellates. It is a potent and selective inhibitor of protein phosphatases, inhibiting PP2A completely at 1nM and PP1 at higher concentrations (IC50=10-15nM). PP2B is much less sensitive to okadaic acid than PP1, while PP2C is not inhibited. This selectivity is the basis for an improved identification and quantification procedure for these enzymes. The hydrophobic backbone of okadaic acid enables it to enter cells where it stimulates intracellular protein phosphorylation. It mimics the effects of insulin, enhances transmitter release at neuromuscular junctions, and causes vasodilation. Okadaic acid is an extremely useful tool for studying cellular processes that are regulated by phosphorylation. It does not affect activity of acid phosphatase, alkaline phosphatase, or tyrosine phosphatase. It induces apoptosis in human breast carcinoma cells (MB-231 and MCF-7) and in myeloid cells, but inhibits glucocorticoid-induced apoptosis in T cell hybridomas. It is a non-phorbol type of tumor promoter. It has shown contractile effects on smooth muscle and heart muscle. It significantly increases cyclin B1 expression in adult neurons.
Shipping: Available products typically ship within 24/48h, via priority shipping.
Do you need support? Contact Customer Service or Technical Support.
Online Account
Access or Create Your Account
Product Details
Alternative Name |
Halochondrine A, 9,10-Deepithio-9,10-didehydroacanthifolicin |
---|---|
Appearance |
White crystalline solid. |
CAS |
78111-17-8 |
Couple Target |
Serine/threonine-protein phosphatase |
Couple Type |
Inhibitor |
Formula |
C44H68O13 |
MI |
14: 6819 |
MW |
805.0 |
Purity |
≥98% (HPLC, TLC) |
RTECS |
AA8227800 |
Solubility |
Soluble in DMSO (40 mg/ml), 100% ethanol (5 mg/ml), and 100% methanol. |
Source |
Isolated from Prorocentrum Sp. |
Technical Info / Product Notes |
Replacement for ADI-HPK-117 |
Handling & Storage
Use/Stability |
As indicated on product label or CoA when stored as recommended. Use only fresh solutions. |
---|---|
Handling |
Protect from light. Packaged under inert gas. |
Long Term Storage |
-20°C |
Shipping |
Ambient Temperature |
Regulatory Status |
RUO – Research Use Only |
---|
- A multi-omics approach to elucidate okadaic acid-induced changes in human HepaRG hepatocarcinoma cells: L.T.D. Wuerger, et al.; Arch. Toxicol. 98, 2919 (2024), Abstract
- CEP192 localises mitotic Aurora-A activity by priming its interaction with TPX2: J. Holder, et al.; EMBO J. 43, 5381 (2024), Abstract
- Okadaic Acid Activates JAK/STAT Signaling to Affect Xenobiotic Metabolism in HepaRG Cells: L.T.D. Wuerger, et al.; Cells 12, 770 (2023), Abstract
- Proteomic analysis of hepatic effects of okadaic acid in HepaRG human liver cells: L.T.D. Wuerger, et al.; EXCLI J. 22, 1135 (2023), Abstract
- Hepatic ribosomal protein S6 (Rps6) insufficiency results in failed bile duct development and loss of hepatocyte viability; a ribosomopathy-like phenotype that is partially p53-dependent: Comerford, S. A., Hinnant, E. A., et al.; PLoS Genet. 19, e1010595 (2023), Abstract
- Methods to detect AUTOphagy-Targeting Chimera (AUTOTAC)-mediated Targeted Protein Degradation in Tauopathies: Lee, M. J., Kim, S. B., et al.; Bio Protoc. 13, e4594 (2023), Abstract
- Valproic acid decreases vascular smooth muscle cell proliferation via protein phosphatase 2A-mediated p70 S6 kinase inhibition: H. Lee , et al.; Biochem. Biophys. Res. Commun. 606, 94 (2022), Application(s): Treatment of rat vascular smooth muscle cell cultures, Abstract
- Chemogenetic profiling reveals PP2A-independent cytotoxicity of proposed PP2A activators iHAP1 and DT-061: G. Vit, et al.; EMBO J. 41, e110611 (2022), Abstract
- C-peptide promotes cell migration by controlling matrix metallopeptidase-9 activity through direct regulation of β-catenin in human endometrial stromal cells: S.A. Khaliq, et al.; Front. Cell Dev. Biol. 10, 800181 (2022), Abstract — Full Text
- Phosphatase PP2A enhances MCL-1 protein half-life in multiple myeloma cells: A. Slomp, et al.; Cell Death Dis. 12, 229 (2021), Abstract — Full Text
- Nitration of protein phosphatase 2A increases via Epac1/PLCε/CaMKII/HDAC5/iNOS cascade in human endometrial stromal cell decidualization: S.Y. Lee, et al.; FASEB J. 34, 14407 (2020), Abstract
- Ordered dephosphorylation initiated by the selective proteolysis of cyclin B drives mitotic exit: J. Holder, et al.; Elife 9, e59885 (2020), Abstract — Full Text
- Liver disease–associated keratin 8 and 18 mutations modulate keratin acetylation and methylation: K. Jang, et al.; FASEB J. 33, 9030 (2019), Abstract — Full Text
- Measuring the kinase activities of the LATS/NDR protein kinases: A. Hergovich.; Methods Mol. Biol. 1893, 305 (2019), Abstract
- Nemo-like kinase drives Foxp3 stability and is critical for maintenance of immune tolerance by regulatory T cells: V. Fleskens, et al.; Cell Rep. 26, 3600 (2019), Abstract — Full Text
- Pathological missorting of endogenous MAPT/Tau in neurons caused by failure of protein degradation systems: V. Balaji, et al.; Autophagy 14, 2139 (2018), Abstract — Full Text
- Oxidative stress promotes SIRT1 recruitment to the GADD34/PP1α complex to activate its deacetylase function: I.C. Lee, et al.; Cell Death. Differ. 25, 255 (2018), Abstract — Full Text
- Conditional cell reprogramming involves non-canonical β-catenin activation and mTOR-mediated inactivation of Akt: Suprynowicz, F. A., Kamonjoh, C. M., et al.; PLoS One 12, e0180897 (2017), Abstract
- Chromosomal passenger complex hydrodynamics suggests chaperoning of the inactive state by nucleoplasmin/nucleophosmin: Hanley, M. L., Yoo, T. Y., et al.; Mol. Biol. Cell 28, 1444 (2017), Abstract
- Metabolism of okadaic acid by NADPH-dependent enzymes present in human or rat liver S9 fractions results in different toxic effects: F. Kolrep, et al.; Toxicol. In Vitro. 42, 161 (2017), Abstract
- T cell proliferation and adaptive immune responses are critically regulated by protein phosphatase 4: Liao, F. H., Hsiao, W. Y., et al.; Cell Cycle 15, 1073 (2016), Abstract
- Mapping growth-factor-modulated Akt signaling dynamics: Gross, S. M., Rotwein, P., et al.; J. Cell Sci. 129, 2052 (2016), Abstract
- Lipocalin 2 produces insulin resistance and can be upregulated by glucocorticoids in human adipose tissue: P.G. Kamble, et al.; Mol. Cell. Endrocrinol. 427, 124 (2016), Application(s): Immunoblotting analysis of adipose tissue, Abstract
- Separating myoblast differentiation from muscle cell fusion using IGF-I and the p38 MAP kinase inhibitor SB202190: Gardner, S., Gross, S. M., et al.; Am. J. Physiol. Cell Physiol. 309, C491 (2015), Abstract
- Mitotic phosphatase activity is required for MCC maintenance during the spindle checkpoint: Foss, K. M., Robeson, A. C., et al.; Cell Cycle 15, 225 (2015), Abstract
- Retinoic Acid Modulates Interferon-γ Production by Hepatic Natural Killer T Cells via Phosphatase 2A and the Extracellular Signal-Regulated Kinase Pathway: H.K. Chang, et al.; J. Interferon Cytokine Res. 35, 200 (2015), Abstract — Full Text
- Protein Phosphatase 1 Beta is Modulated by Chronic Hypoxia and Involved in the Angiogenic Endothelial Cell Migration: D. Iacobazzi, et al.; Cell. Physiol. Biochem. 36, 384 (2015), Application(s): Cell Culture, Migration Assay, Abstract — Full Text
- Akt signaling dynamics in individual cells: Gross, S. M., Rotwein, P., et al.; J. Cell Sci. 128, 2509 (2015), Abstract
- Regulation of autophagy by coordinated action of mTORC1 and protein phosphatase 2A: P.M. Wong, et al.; Nat. Commun. 6, 8048 (2015), Application(s): Western Blot, Cell Culture, Abstract — Full Text
- The river blindness drug Ivermectin and related macrocyclic lactones inhibit WNT-TCF pathway responses in human cancer: Melotti, A., Mas, C., et al.; EMBO Mol. Med. 6, 1263 (2014), Abstract
- A receptor-interacting protein 1 (RIP1)-independent necrotic death under the control of protein phosphatase PP2A that involves the reorganization of actin cytoskeleton and the action of cofilin-1: A. Tomasella, et al.; J. Biol. Chem. 289, 25699 (2014), Abstract
- Dephosphorylation of CCAAT/enhancer-binding protein β by protein phosphatase 2A containing B56δ is required at the early time of adipogenesis: M. Park, et al.; Biochim. Biophys. Acta 1841, 1608 (2014), Abstract
- hMOB3 modulates MST1 apoptotic signaling and supports tumor growth in glioblastoma multiforme: F. Tang, et al.; Cancer Res. 74, 3779 (2014), Abstract — Full Text
- PP2A inhibitors suppress migration and growth of PANC-1 pancreatic cancer cells through inhibition on the Wnt/β-catenin pathway by phosphorylation and degradation of β-catenin: M.Y. Wu, et al.; Oncol Rep. 32, 513 (2014), Abstract — Full Text
- Effect of okadaic acid on cultured clam heart cells: involvement of MAPkinase pathways: H. Hanana, et al.; Biol. Open 15, 1192 (2012), Abstract — Full Text
- Establishment of functional primary cultures of heart cells from the clam Ruditapes decussatus: H. Hanana, et al.; Cytotechnology 63, 295 (2011), Abstract — Full Text
- CARHSP1 is required for effective tumor necrosis factor alpha mRNA stabilization and localizes to processing bodies and exosomes: Pfeiffer, J. R., McAvoy, B. L., et al.; Mol. Cell. Biol. 31, 277 (2011), Abstract
- Phosphorylation of huntingtin at Ser421 in YAC128 neurons is associated with protection of YAC128 neurons from NMDA-mediated excitotoxicity and is modulated by PP1 and PP2A: Metzler, M., Gan, L., et al.; J. Neurosci. 30, 14318 (2010), Abstract
- Synaptic activity and nuclear calcium signaling protect hippocampal neurons from death signal-associated nuclear translocation of FoxO3a induced by extrasynaptic N-methyl-D-aspartate receptors: O. Dick, et al.; J. Biol. Chem. 285, 19354 (2010), Abstract — Full Text
- CXCL4-induced monocyte survival, cytokine expression, and oxygen radical formation is regulated by sphingosine kinase 1: Kasper, B., Winoto-Morbach, S., et al.; Eur. J. Immunol. 40, 1162 (2010), Abstract
- Protein phosphatase 2A plays a crucial role in Giardia lamblia differentiation: Lauwaet, T., Davids, B. J., et al.; Mol. Biochem. Parasitol. 152, 80 (2007), Abstract
- Okadaic acid induced cyclin B1 expression and mitotic catastrophe in rat cortex: B. Chen, et al.; Neurosci. Lett. 406, 178 (2006), Abstract
- MCL1 is phosphorylated in the PEST region and stabilized upon ERK activation in viable cells, and at additional sites with cytotoxic okadaic acid or taxol: Domina, A. M., Vrana, J. A., et al.; Oncogene 23, 5301 (2004), Abstract
- Mechanism of Ca2+-mediated regulation of NDR protein kinase through autophosphorylation and phosphorylation by an upstream kinase: R. Tamaskovic, et al.; J. Biol. Chem. 278, 6710 (2003), Abstract — Full Text
- Okadaic acid: the archetypal serine/threonine protein phosphatase inhibitor: A.B. Dounay & C.J. Forsyth; Curr. Med. Chem. 9, 1939 (2002), Review, Abstract
- Unique features of the okadaic acid activity class of tumor promoters: H. Fujiki & M. Suganuma; J. Cancer Res. Clin. Oncol. 125, 150 (1999), Review, Abstract
- Differential inhibition and posttranslational modification of protein phosphatase 1 and 2A in MCF7 cells treated with calyculin-A, okadaic acid, and tautomycin: B. Favre et al.; J. Biol. Chem. 272, 13856 (1997), Abstract
- Differential induction of apoptosis in human breast tumor cells by okadaic acid and related inhibitors of protein phosphatases 1 and 2A: K. Kiguchi, et al.; Cell Growth Differ. 5, 995 (1994), Abstract
- Multiple apoptotic death types triggered through activation of separate pathways by cAMP and inhibitors of protein phosphatases in one (IPC leukemia) cell line: B.T. Gjertsen, et al.; J. Cell. Sci. 107, 3363 (1994), Abstract
- Okadaic acid inhibits glucocorticoid-induced apoptosis in T cell hybridomas at its late stage: Y. Ohoka, et al.; BBRC 197, 916 (1993), Abstract
- Nonphorbol tumor promoters okadaic acid and calyculin-A induce membrane translocation of protein kinase C: R. Gopalakrishna, et al.; BBRC 189, 950 (1992), Abstract
- Okadaic acid enhances human T cell activation and phosphorylation of an internal substrate induced by phorbol myristate acetate: Y. Tada, et al.; Immunopharmacol. 24, 17 (1992), Abstract
- Inhibition of apoptosis in human tumour cells by okadaic acid: Q. Song, et al.; J. Cell Physiol. 153, 550 (1992), Abstract
- Site-specific dephosphorylation of smooth muscle myosin light chain kinase by protein phosphatases 1 and 2A: M. Nomura, et al.; Biochemistry 31, 11915 (1992), Abstract
- Protein phosphatase inhibitors okadaic acid and calyculin A alter cell shape and F-actin distribution and inhibit stimulus-dependent increases in cytoskeletal actin of human neutrophils: P. Kreienbuehl, et al.; Blood 80, 2911 (1992), Abstract
- Use of okadaic acid to inhibit protein phosphatases in intact cells: D.G. Hardie et al.; Methods. Enzymol. 201, 469 (1991), Abstract
- Okadaic acid: a new probe for the study of cellular regulation: P. Cohen, et al.; TIPS 15, 98 (1990), (Review), Abstract
- Characterization of microcystin-LR, a potent inhibitor of type 1 and type 2A protein phosphatases: R.e. Honkanen et al.; J. Biol. Chem. 265, 19401 (1990), Abstract
- Protein phosphatases come of age: P. Cohen & P.T.W. Cohen; J. Biol. Chem. 264, 21435 (1989), Abstract — Full Text
- The structure and regulation of protein phosphatases: P. Cohen; Ann. Rev. Biochem. 58, 453 (1989), Abstract
- Effects of the tumour promoter okadaic acid on intracellular protein phosphorylation and metabolism: T.A. Haystead, et al.; Nature 337, 78 (1989), Abstract
- An improved procedure for identifying and quantitating protein phosphatases in mammalian tissues: P. Cohen et al.; FEBS Lett. 250, 596 (1989), Abstract
- Okadaic acid: an additional non-phorbol-12-tetradecanoate-13-acetate- type tumor promoter: M. Suganuma, et al.; PNAS 85, 1768 (1988), Abstract
- Inhibitory effect of a marine-sponge toxin, okadaic acid, on protein phosphatases. Specificity and kinetics: C. Bialojan & A. Takai; Biochem. J. 256, 283 (1988), Abstract
Related Products

Alternative Name | Halochondrine A . NH4, 9,10-Deepithio-9,10-didehydroacanthifolicin . NH4 |
---|---|
CAS | 155716-06-6 |
Couple Type | Inhibitor |
Purity | ≥98% (TLC) |

Alternative Name | Halochondrine A . Na, 9,10-Deepithio-9,10-didehydroacanthifolicin . Na |
---|---|
CAS | 209266-80-8 |
Couple Type | Inhibitor |
Purity | ≥98% (TLC) |

CAS | 118399-22-7 |
---|---|
Couple Type | Inhibitor |
Purity | ≥95% (HPLC) |

CAS | 101043-37-2 |
---|---|
Couple Type | Inhibitor |
Purity | ≥99% (HPLC) |
Datasheet, Manuals, SDS & CofA
Manuals And Inserts
Certificate of Analysis
Please enter the lot number as featured on the product label
SDS
Enzo Life Science provides GHS Compliant SDS
If your language is not available please fill out the SDS request form